CH159059A - Process for the preparation of a triarylmethane dye. - Google Patents
Process for the preparation of a triarylmethane dye.Info
- Publication number
- CH159059A CH159059A CH159059DA CH159059A CH 159059 A CH159059 A CH 159059A CH 159059D A CH159059D A CH 159059DA CH 159059 A CH159059 A CH 159059A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- ethyl
- triarylmethane dye
- condensed
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000001003 triarylmethane dye Substances 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 235000005811 Viola adunca Nutrition 0.000 description 2
- 240000009038 Viola odorata Species 0.000 description 2
- 235000013487 Viola odorata Nutrition 0.000 description 2
- 235000002254 Viola papilionacea Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- YLZSIUVOIFJGQZ-UHFFFAOYSA-N bis[4-(dimethylamino)phenyl]methanol Chemical compound C1=CC(N(C)C)=CC=C1C(O)C1=CC=C(N(C)C)C=C1 YLZSIUVOIFJGQZ-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- YADSGOSSYOOKMP-UHFFFAOYSA-N dioxolead Chemical compound O=[Pb]=O YADSGOSSYOOKMP-UHFFFAOYSA-N 0.000 description 1
- QILSFLSDHQAZET-UHFFFAOYSA-N diphenylmethanol Chemical compound C=1C=CC=CC=1C(O)C1=CC=CC=C1 QILSFLSDHQAZET-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- SAXLSLVMGUSPIY-UHFFFAOYSA-N n-(2-butoxyethyl)aniline Chemical compound CCCCOCCNC1=CC=CC=C1 SAXLSLVMGUSPIY-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Verfahren zur Darstellung eines Triarylmethanfarbstoffes. Nach vorliegender Erfindung erhält man einen die tierische Faser blauviolett färben- den Farbstoff, vermutlich der Konstitu tion
EMI0001.0002
indem man 4 . 4'- Di - (butyl-oxyäthyl-amino)- benzhydrol mit Äthyl-4'-sulfobenzylanilin-3- sulfosäurekondensiert und die gebildete Leuko- verbindung zum Farbstoff oxydiert.
<I>Beispiel:</I> .Man kondensiert in üblicher Weise 30,6 Teile Formaldehyd 30 o/oig bei Gegenwart einer katalytischen Menge einer schwach or- ganischen Säure mit 109 Teilen Butyl-oxy- äthyl-aminobenzol zum 4.4'-Di-(butyl-oxy- äthyl - amino) - diphenylmethan und oxydiert dieses in üblicher Weise, zum Beispiel mit Bleisuperoxyd und Schwefelsäure;
zum ent sprechenden Benzhydrol. Dieses kondensiert man nach dem Verfahren der deutschen Pa tentschrift Nr. 68291 mit Äthy 1-4'-sulfobenzyl- anilin-3-sulfosäure. Die erhaltene Leukosulfo- säure wird oxydiert; man erhält einen Farb stoff, der Wolle und Seide in klaren blauvio letten Tönen anfärbt, und zwar ebenso stark wie die um die Hälfte grössere Menge des Farbstoffes aus Tetramethyldiaminobenzhydrol und Äthyl-4'-sulfobenzylanilin-3-sulfosäure. Der Farbton bei Abendbeleuchtung ist hier besonders bemerkenswert.
Während die Farb stoffe gemäss der deutschen Patentschrift Nr. 68291 Färbungen ergeben, die bei künst lichem Licht in unerwünschter Weise sehr wesentlich röter erscheinen, verändert sich der neue Farbstoff bei künstlichem Licht kaum.
Process for the preparation of a triarylmethane dye. According to the present invention, a dye which stains the animal fiber blue-violet, presumably of the constitution
EMI0001.0002
by 4. 4'-Di- (butyl-oxyethyl-amino) -benzhydrol is condensed with ethyl-4'-sulfobenzylaniline-3-sulfonic acid and the leuco compound formed is oxidized to the dye.
<I> Example: </I>. 30.6 parts of 30% formaldehyde are condensed in the usual manner in the presence of a catalytic amount of a weak organic acid with 109 parts of butyloxyethylaminobenzene to give 4.4'-di - (butyl-oxy-ethyl-amino) - diphenylmethane and oxidizes this in the usual way, for example with lead peroxide and sulfuric acid;
to the corresponding benzhydrol. This is condensed according to the method of German Patent No. 68291 with ethyl 1-4'-sulfobenzyl-aniline-3-sulfonic acid. The leucosulfonic acid obtained is oxidized; a dye is obtained that dyes wool and silk in clear blue-violet tones, just as strongly as the half greater amount of the dye from tetramethyldiaminobenzhydrol and ethyl-4'-sulfobenzylaniline-3-sulfonic acid. The hue in evening lighting is particularly noteworthy here.
While the dyes according to German Patent No. 68291 result in colorations that appear very much redder in an undesirable manner in artificial light, the new dye hardly changes in artificial light.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE159059X | 1930-02-14 | ||
| CH154178T | 1931-02-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH159059A true CH159059A (en) | 1932-12-15 |
Family
ID=25716380
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH159059D CH159059A (en) | 1930-02-14 | 1931-02-12 | Process for the preparation of a triarylmethane dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH159059A (en) |
-
1931
- 1931-02-12 CH CH159059D patent/CH159059A/en unknown
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